12

5-Bedroom Homes for Sale in Upper Brookville, NY

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  • /32

    $6,995,000

    • 6 Beds
    • 6 Baths
    • 6,711 Sq Ft

    10 Colonial Dr, Glen Head, NY 11545

    10 Colonial Drive is a stunning Georgian estate set on 5 impeccably landscaped acres in the prestigious Colonial Drive Estate of Upper Brookville. This 6,711 sq. ft. residence offers 6 bedrooms, 6 bathrooms, 4 fireplaces, a heated gunite pool, tennis court, and a 3-car garage. A Baccarat chandelier graces the double-height foyer, setting the tone for elegant living. The formal dining room flows

    Benjamin Jordan Douglas Elliman Real Estate

    10 Colonial Dr, Glen Head, NY 11545
  • /35

    $3,695,000

    • 6 Beds
    • 4.5 Baths
    • 6,768 Sq Ft

    23 Overbrook Ln, Glen Head, NY 11545

    Situated in the prestigious Upper Brookville, this exquisite property offers a serene pond view with a charming fountain that enchants during the summer time. This stunning brick colonial home boasts six spacious bedrooms and four-and-a-half bathrooms. Completely renovated in 2019, this elegant residence combines classic charm with modern designs located in the highly sought-after North Shore

    Lily Xie Keller Williams Rty Gold Coast

    23 Overbrook Ln, Glen Head, NY 11545
  • /27

    $3,699,000

    • 5 Beds
    • 4.5 Baths

    5 Peacock Ln, Glen Head, NY 11545

    Rare Opportunity on Private Gated Upper Brookville Lane. Only 11 Homes Built & Seldom Offered For Sale. Pride of Ownership throughout This Turn Key Brick Colonial on Quiet Interior 2A+ Site. Attention to Detail, Functional Floor Plan for Contemporary Living & Entertaining Indoors and Outdoors. Magnificent Landscaped Grounds Complete with Outdoor Kitchen, Oversized Patio, Gunite Pool with

    Peggy Carillo Douglas Elliman Real Estate

    5 Peacock Ln, Glen Head, NY 11545
  • /36

    $7,750,000

    • 9 Beds
    • 13 Baths
    • 10,000 Sq Ft

    9 Colonial Dr, Glen Head, NY 11545

    Located in a gated community in Upper Brookville, this 10,000-square-foot majestic Gold Coast estate welcomes you with a circular driveway, soaring ceilings, and a grand double staircase. This luxurious home boasts a balcony on the second floor, a raised panel mahogany ceiling, and built-in cabinets and bookcases. It contains a Chef's custom eat-in kitchen with double all Wolf appliances. This

    Matthew Ferrara Signature Premier Properties

    9 Colonial Dr, Glen Head, NY 11545
  • /50

    $3,900,000 Open Sun 1PM - 2:30PM

    • 6 Beds
    • 5.5 Baths
    • 7,000 Sq Ft

    339 Ridge Ln, Mill Neck, NY 11765

    Discover a home that blends luxury, nature and modern living. This high-end farm ranch in the Incorporated Village of Mill Neck offers a unique, serene style of living, while being close to everything. House has approximately 7000sqft. of living space and a fully finished lower level. There are 6 well defined bedrooms and 6.5 bathrooms. Natural light throughout with skylights and floor to ceiling

    Sheryl Fine LAFFEY REAL ESTATE

    339 Ridge Ln, Mill Neck, NY 11765
  • /35

    $2,498,000

    • 5 Beds
    • 4.5 Baths
    • 5,405 Sq Ft

    1 Pine Valley Rd, Oyster Bay, NY 11771

    Tucked away on a fully fenced, over two-acre, park-like, electronic-gated property, stands a sprawling Farm Rach expanded and remodeled in. This 5,400-square-foot mini estate of your dreams is located in the scenic Upper Brookville village. With rolling wooded open spaces rife with wildlife and dotted with grand and historic estates, you will be close to boating, golf, equestrian facilities,

    Regina Rogers Douglas Elliman Real Estate

    1 Pine Valley Rd, Oyster Bay, NY 11771
  • /23

    $1,699,000

    • 5 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    969 Ripley Ln, Glen Head, NY 11545

    Have you been dreaming of owning your own home in the sought-after Village of Upper Brookville? 969 Ripley Lane embodies all that this charming Village offers - a large, attractive colonial set above the country roads, on 2 park-like acres with an in-ground pool, 5 bedrooms and 3.5 bathrooms. As you come up the driveway and approach the house, 969 Ripley embraces you with mature trees and

    Maria Corigliano Douglas Elliman Real Estate

    969 Ripley Ln, Glen Head, NY 11545
  • /50

    $2,199,888

    • 5 Beds
    • 4.5 Baths
    • 4,539 Sq Ft

    25 Winding Ln, Glen Head, NY 11545

    Nestled in the heart of the highly sought-after Glen Head neighborhood, this exquisite 5-bedroom, 4.5-bathroom residence offers endless possibilities to make it your own. Step inside to find a bright and spacious open floor plan with large windows that allow natural light to flood each room.The master suite is on the first floor with a spa-like bathroom, walk-in closet, and serene views. Four

    Cindy Duran Rodriguez Property Professionals Realty

    25 Winding Ln, Glen Head, NY 11545
  • /42

    $2,690,000

    • 5 Beds
    • 5 Baths
    • 6,300 Sq Ft

    199 Terrace Ln, Oyster Bay, NY 11771

    A Legendary Estate with a Sports SanctuaryStep into a world where luxury meets athletic excellence at this exceptional Georgian Colonial estate in Upper Brookville. Set on over two acres along the most prestigious street in the area, this residence offers an unparalleled blend of history, elegance, and recreation.The centerpiece of this property is an oversized indoor sports

    Huailing Deng Daniel Gale Sothebys Intl Rlty

    199 Terrace Ln, Oyster Bay, NY 11771
  • /36

    $27,000,000

    • 13 Beds
    • 17 Baths
    • 12,892 Sq Ft

    0 Applewood Estate Unit ONE3578383, Upper Brookville, NY 11545

    Behold Applewood Estate, an expansive 35+ acre serene property nestled within the prestigious Village of Upper Brookville. This unmatched North Shore architectural masterpiece with 6+ dwellings, offers both grandeur and elegance. The unrivaled property was meticulously designed with professional landscaping, decorated with mature privacy hedges, formal gardens with water features and rolling

    Jason Friedman Daniel Gale Sothebys Intl Rlty

    0 Applewood Estate Unit ONE3578383, Upper Brookville, NY 11545
  • /45

    $1,299,000 Open Sun 1PM - 2:30PM

    • 5 Beds
    • 2.5 Baths
    • 1,996 Sq Ft

    48 Park Ave, Oyster Bay, NY 11771

    Like new construction, built in 2021, this beautifully designed 5-bedroom, 2.5-bathroom home offers the perfect blend of style, comfort, and efficiency. The first floor boasts 10-foot ceilings, elegant crown moldings, wood flooring and an open floor plan that seamlessly connects the living, dining, and kitchen areas—ideal for both everyday living and entertaining. The kitchen features sleek

    Luisa Fazzalari Douglas Elliman Real Estate

    48 Park Ave, Oyster Bay, NY 11771
  • /36

    $9,495,000

    • 6 Beds
    • 9 Baths
    • 15,000 Sq Ft

    324 Calf Farm Rd, Mill Neck, NY 11765

    Welcome to this magnificent Architectural Masterpiece Hilltop Estate, This Six-bedroom/7.2 Bath is the epitome of elegance and opulence. This 15,000 sq ft European-inspired Gold Coast mansion boasts a grand entryway with marble flooring, coffered ceilings, and Tuscan white pillars. The serene living room opens to a balcony overlooking a spectacular spa-like pool and lush gardens. The formal

    Nancy Cuite BERKSHIRE HATHAWAY

    324 Calf Farm Rd, Mill Neck, NY 11765
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